Weston is a charming town located in Fairfield County, Connecticut, known for its serene natural landscapes, impressive architecture, and affluent community. The town offers a perfect balance between rural and urban living, making it a popular destination for those seeking a luxurious lifestyle.

Best choice of shopping

  1. The Weston Shops - a collection of boutique stores that offer a wide range of luxury items, including designer clothes, jewelry, and home decor.
  2. The Westport Country Playhouse - a cultural center that hosts various events throughout the year, including theater productions, concerts, and art exhibits.
  3. The Merritt Parkway - a scenic route that offers stunning views of the town's natural beauty and connects Weston to neighboring towns.
  4. The Shops at the Green - a shopping center that features a mix of high-end stores, gourmet restaurants, and specialty shops.
  5. The Weston Farmers Market - a weekly market that sells fresh produce, artisanal goods, and other locally sourced products.

Most luxurious hotels

  1. The Inn at Longshore - a boutique hotel that offers elegant guest rooms, an award-winning restaurant, and breathtaking views of the Long Island Sound.
  2. The Delamar Southport - a luxury hotel that features a spa, fine dining, and stylish accommodations.
  3. The Westport Inn - a historic hotel that combines old-world charm with modern amenities, including a fitness center, a pool, and a restaurant.
  4. The Westport Hotel - a chic and stylish hotel that offers comfortable accommodations, exceptional service, and an unbeatable location in the heart of downtown Weston.
  5. The Residence Inn Weston - a modern hotel that offers spacious suites, an indoor pool, and a complimentary breakfast.

For those looking for an excellent dining experience, Weston has a range of upscale restaurants that offer exquisite cuisine and a cozy atmosphere. Here are the 5 most luxurious restaurants in Weston:

  1. The Schoolhouse at Cannondale - a farm-to-table restaurant that serves innovative American cuisine using locally sourced ingredients.
  2. The Red Barn Restaurant - a classic New England-style restaurant that offers traditional dishes made with fresh, locally sourced ingredients.
  3. The Little Barn - a cozy gastropub that serves craft cocktails and delicious comfort food in a laid-back setting.
  4. The Gray Goose Cafe - a casual dining restaurant that offers a menu of classic American dishes, as well as vegetarian and gluten-free options.
  5. The Cottage - a charming restaurant that serves elevated New American cuisine in a rustic, romantic atmosphere.

World class Residences

  1. 25 Tannery Lane: This stunning estate sits on 6.31 acres and boasts over 13,000 square feet of living space. It features a grand two-story foyer, six en-suite bedrooms, an indoor pool, home theater, and a full gym.
  2. 23 Hidden Spring Road: This exceptional stone and shingle colonial is situated on 2.02 acres of beautifully landscaped property. The home features six bedrooms, a custom library, a home theater, and an outdoor pool with a waterfall.
  3. 20 Stonegate Lane: This magnificent stone and shingle colonial sits on 3.01 acres of meticulously landscaped property. The home boasts six bedrooms, a gourmet kitchen, a home theater, and a wine cellar.
  4. 60 Norfield Road: This stunning 1930s colonial has been completely renovated and features six bedrooms, a chef's kitchen, a home gym, and an outdoor pool with a spa.
  5. 5 Osborn Farm Road: This incredible home sits on over 4 acres of beautifully landscaped property and features six bedrooms, a grand two-story foyer, a custom home theater, and an outdoor pool with a waterfall.
Discover a stunning custom crafted luxury home, complete with a separate one bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished.
$3,999,999
Courtesy of Redfin Corporation
Prime Weston location ! Set on 2.
$3,900,000
Courtesy of Keller Williams Realty
Historic Charm. Modern Luxury.
$3,850,000
Courtesy of Sotheby's International Realty
Reminiscent of an European Estate this 4420 square foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land.
$1,149,000
Courtesy of Hastings Real Estate
2 SEPARATE, ADJACENT LOTS in lower Weston, one with an interior designer's personal home, thoughtfully renovated in 2024 with luxurious, high end finishes rarely found in a classic ranch.
$1,395,000
Courtesy of Compass Connecticut, LLC
Welcome to 28 Wells Hills Rd.
$2,275,000
Courtesy of Compass Connecticut, LLC
Welcome to this beautifully maintained raised ranch on 2.
$610,000
Courtesy of Coldwell Banker Realty
Discover a stunning blend of architectural charm and modern functionality at 191 Steep Hill Road, Weston, CT.
$999,999
Courtesy of Compass Connecticut, LLC
Beautifully updated Colonial in an excellent location, close to downtown Weston !
$550,000
Courtesy of Redfin Corporation
Historic Elegance meets today's lifestyle in this 1845 Antique w 145' of scenic river frontage but not in the flood zone, in Lower Weston.
$1,569,000
Courtesy of Coldwell Banker Realty
Designed for everyday comfort, this 4 bedroom Colonial combines the privacy of a wooded retreat with the convenience of nearby schools, dining, shopping, and NYC commute.
$1,250,000
Courtesy of Coldwell Banker Realty
This modern transitional Colonial at 225 Good Hill Road, Weston, CT 06883 offers 5 bedrooms, 4 full and 1 half baths, and an open concept floor plan designed for natural ...
$1,775,000
Courtesy of Coldwell Banker Realty
Spacious 4 Bedroom Home on 2.
$1,149,000
Courtesy of Coldwell Banker Realty
This charming 5 bedroom, 3 full bath home offers 2, 788 sq.
$875,000
Courtesy of O'Brien Premier Properties
Natural light, soaring ceilings, and a dramatic stone fireplace set the tone for this spacious contemporary on one of the best lots in a quiet cul de sac.
$1,295,000
Courtesy of William Pitt Sotheby's Int'l
Welcome to your own private oasis at 30 Soundview Farm, sequestered on over 2 acres of breathtaking landscape ; a Michael Greenberg original.
$2,000,000
Courtesy of Higgins Group Real Estate
Idyllic riverfront property in Lower Weston a builder's dream with both main house and barn transformations.
$1,050,000
Courtesy of William Raveis Real Estate
Bringing the Indoors and Outdoors Together with Mid Century Rustic Elegance.
$1,160,000
Courtesy of Camelot Real Estate
Discover exceptional living at this distinguished 5 bedroom, 3 bathroom ranch home spanning over 5, 000 square feet on prestigious Whippoorwill Lane in coveted Weston.
$1,085,000
Courtesy of Keller Williams Realty
Tranquil Contemporary Retreat on 2.
$795,000
Courtesy of Iron Gates Realty
Welcome to 38 Davis Hill Road, Weston a beautifully appointed Colonial residence set on just over 2 private acres with meticulously landscaped gardens, mature plantings, and multiple patios.
$1,999,000
Courtesy of Coldwell Banker Realty
Discover the ideal site for your dream home with this exceptional 2.
$449,000
Courtesy of Compass Connecticut, LLC
Welcome to this beautifully maintained 2 bedroom, 1.
$519,000
Courtesy of O'Brien Premier Properties
Experience dramatic, modern living in this grand home with a glorious gunite pool exceptional architectural appeal.
$1,779,000
Courtesy of Coldwell Banker Realty
3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm.
$2,100,000
Courtesy of Compass Connecticut, LLC
There are 21. 2 acres of undeveloped property, in the heart of Lower Weston in Fairfield County, waiting for you and the home s of your dreams or keep it ...
$429,900
Courtesy of RE/MAX Heritage
27 acres of serene land along the Aspetuck River spreading between Weston and Fairfield.
$1,995,000
Courtesy of Keller Williams Realty
New construction for SALE or RENT.
$1,499,000
Courtesy of Camelot Real Estate
Step into a light filled retreat where nature, comfort and creativity meet.
$949,000
Courtesy of Compass Connecticut, LLC
Step into comfort and style at 4 Colony Road in Weston, CT.
$829,000
Courtesy of Compass Connecticut, LLC
This distinctive Colonial offers tremendous curb appeal on a peaceful country road.
$1,295,000
Courtesy of Coldwell Banker Realty
NO ACCESS OR VIEWINGS of this property no interior photos.
$833,300
Courtesy of Realhome Services & Solutions
Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.
$3,500,000
Courtesy of Compass Connecticut, LLC
Amazing Riverfront property conveniently located in Lower Weston, with 3 Bedrooms, 2.
$725,000
Courtesy of William Pitt Sotheby's Int'l
A Stunning property an extraordinary opportunity to own a charming updated New England ranch located on a spectacular 1.
$1,150,000
Courtesy of William Pitt Sotheby's Int'l
A Premier New England Property Extraordinary Opportunity !
$1,500,000
Courtesy of William Pitt Sotheby's Int'l
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